5α-Cholesta-8,14-dien-3β-ol

Base Information

• Chemical Name: 5α-Cholesta-8,14-dien-3β-ol
• CAS No.: 19431-20-0
• Molecular Formula: C27H44O
• Molecular Weight: 384.63766
• Mol file: 19431-20-0.mol

Synonyms:5α-Cholesta-8,14-dien-3β-ol;Δ8,14-Cholestadienol

Chemical Property of 5α-Cholesta-8,14-dien-3β-ol

Chemical Property:

• PSA: 20.23000
• LogP: 7.45290

Purity/Quality:

99% ^*data from raw suppliers

(3β,5α)-Cholesta-8,14-dien-3-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: 14-dehydro Zymostenol is a precursor to cholesterol . It increases the percentage of myelin basic protein-positive (MBP+) oligodendrocytes formed from oligodendrocyte precursor cells when used at concentrations of 5.8 and 17 μM.

Technology Process of 5α-Cholesta-8,14-dien-3β-ol

There total 10 articles about 5α-Cholesta-8,14-dien-3β-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

7-dehydrocholesterol (434-16-2) → 5α-cholesta-6,8(14)-dien-3β-ol (57665-71-1) + 3β-hydroxy-5α-cholest-8,14-diene (19431-20-0) + 5β-cholesta-8,14-dien-3β-ol (113349-59-0) + 5β-Cholesta-6,8(14)-dien-3β-ol (289650-13-1)

Guidance literature:

With hydrogenchloride; In ethanol; for 3h; Heating;

DOI:10.1039/b001726o

Reference yield: 48.0%

7-dehydrocholesterol (434-16-2) → 3β-hydroxy-5α-cholesta-7,14-diene (34227-11-7) + 5α-cholesta-6,8(14)-dien-3β-ol (57665-71-1) + 3β-hydroxy-5α-cholest-8,14-diene (19431-20-0) + 5β-Cholesta-6,8(14)-dien-3β-ol (289650-13-1)

Guidance literature:

With Dowex-50W-X₂ [H(+)-form]; In ethanol; at 70 ℃; for 51h;

DOI:10.1039/b001726o

Reference yield: 40.0%

7-dehydrocholesterol (434-16-2) → 3β-hydroxy-5α-cholest-8,14-diene (19431-20-0)

Guidance literature:

With hydrogenchloride; In ethanol; dichloromethane; at -78 - 38 ℃;

DOI:10.3891/acta.chem.scand.52-0503

upstream raw materials:

7-dehydrocholesterol

selenium(IV) oxide

ethanol

5α-cholest-8(14)-en-3β-ol

Downstream raw materials:

5α-cholest-8-en-3β-ol

14α-Methyl-15-oxa-5α-cholest-8-en-3β-ol

3b-[(4-Methoxybenzyl)oxy]5a-cholesta-8,14-diene

(3β,5α,17β)-colesta-8,14-dien-3-ol benzoate

Refernces

• 1、 Seto, Hideharu,Fujioka, Shozo,Koshino, Hiroyuki,Takatsuto, Suguru,Yoshida, Shigeo. "Stereo and chemical course of acid-catalyzed double bond migration of cholesta-5,7-dien-3β-ol to 5α-cholesta-8,14-dien-3β-ol". . p. 1697 - 1703. Retrieved 2007/10/03.